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Formaldehyde → HCID 69898620, compound

HRID 2415647
Notes
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Reaction equation

HRID 2415647 reaction equation
C=O.C([N:10]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]1=O)C1C=CC=CC=1.[CH2:17]([NH:24][CH2:25][C:26]([OH:28])=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O.[C:30]1([CH3:36])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:36]([C:13]12[CH2:12][CH2:11][C:26](=[O:28])[CH:25]1[N:24]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH:10][C:14]2=[O:15])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 712FormaldehydeHCID 962WaterHCID 1140TolueneHCID 74204BenzylmaleimideHCID 869652-(Benzylamino)acetic acid

Product 1

HCID 69898620HCID 69898620, compoundYield 78%

Procedure

Paraformaldehyde (13.5 g) was added to a solution of N-benzylmaleimide (10.8 g; 60 mmol) and N-benzylglycine (9.9 g; 60 mmol) in toluene (400 mL) and the resulting mixture was refluxed with azeotropic removal of water, for 10 hours. The mixture was cooled to room temperature and was concentrated in vacuo. The mixture was purified by flash chromatography (30% EtOAc in hexane) to afford 15 g (78%) of the title product (I-1 a), as an amorphous solid.

Workup

  1. concentrationwas concentrated in vacuo
  2. customThe mixture was purified by flash chromatography (30% EtOAc in hexane)

Sources & evidence

ORD record
ord-867cb5834fd6445a93bb4c34328676c8
Source dataset
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06821964B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes